Sulfuric Acid → 2,5-Difluoro-4-nitroaniline

HRID 2258618

Reaktionsgleichung

Reaktionsgleichung von HRID 2258618
CC1C=CC(S([NH:11][C:12]2[CH:17]=[C:16]([F:18])[C:15]([N+:19]([O-:21])=[O:20])=[CH:14][C:13]=2[F:22])(=O)=O)=CC=1.S(=O)(=O)(O)O>O>[F:22][C:13]1[CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]([F:18])=[CH:17][C:12]=1[NH2:11]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 22921537N-(4-methylphenylsulfonyl)-2,5-difluoro-4-nitroaniline

Produkt 1

HCID 2359302,5-Difluoro-4-nitroanilineAusbeute 143,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A stirred solution of 25.0 grams (0.076 mole) of N-(4-methylphenylsulfonyl)-2,5-difluoro-4-nitroaniline in 50 mL of water was cooled in an ice-water bath, and 150 mL of concentrated sulfuric acid was carefully added portionwise. Upon completion of the addition, the reaction mixture was heated to about 90° C., where it stirred for about four hours. The reaction mixture was then cooled and poured into wet ice. The resultant solid was collected by filtration and dried, yielding about 19.0 grams of 2,5-difluoro-4-nitroaniline. The NMR spectrum was consistent with the proposed structure.

Aufarbeitung

  1. additionUpon completion of the addition
  2. temperatureThe reaction mixture was then cooled
  3. additionpoured into wet ice
  4. filtrationThe resultant solid was collected by filtration
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6e62b75be3694c899a13ab85019d3e76
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05661108

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